Reaktion #337871

Reaktionsgleichung

6-bromo-1H-pyrrolo[2,3-b]pyridine

DIEA

TIPS-OTf

→

6-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine

Lösungsmittel

dioxane

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed 2 times with 10 mL NaHCO3 (aq., 5%)
2. 2
   TrocknenThe organic fraction was dried over MgSO4
3. 3
   Sonstigeevaporated
4. 4
   workup.ADDITIONdiluted with 5.5 mL of dry toluene (˜10 mg bromide per 0.2 mL of solution)
5. 5
   Sonstigeto use directly in the next reaction step

Vorschrift

6-bromo-1H-pyrrolo[2,3-b]pyridine (587, 275 mg, 1.39 mmol) was dissolved in 4 mL of dry dioxane. DIEA (3 equiv) and TIPS-OTf (2.5 equiv) were added and the reaction was stirred at 50° C. overnight. The reaction was then diluted with 20 mL of ethyl acetate and washed 2 times with 10 mL NaHCO3 (aq., 5%) and once with 10 mL brine. The organic fraction was dried over MgSO4, evaporated and diluted with 5.5 mL of dry toluene (˜10 mg bromide per 0.2 mL of solution) to use directly in the next reaction step.

Quelle